Key Biscayne Homes with Pool

Key Biscayne Homes with Pool

Welcome to Key Biscayne, a tropical paradise nestled in the heart of Miami-Dade County, Florida. This enchanting island community is renowned for its stunning beaches, lush greenery, and vibrant lifestyle, making it a sought-after destination for those seeking both relaxation and adventure. With its pristine shores along the Atlantic Ocean and a backdrop of swaying palm trees, Key Biscayne offers a unique blend of natural beauty and urban convenience.

One of the standout features of homes in Key Biscayne is the abundance of properties boasting private pools. Imagine stepping out of your beautifully designed home and into your own oasis, where you can bask in the sun or take a refreshing dip at any time of day. These homes are perfect for families and individuals alike, offering a luxurious retreat right in your backyard. Whether you prefer a modern architectural style or a charming Mediterranean-inspired design, the real estate options here cater to a variety of tastes and lifestyles.

Beyond the allure of private pools, Key Biscayne is home to a plethora of recreational activities. Residents can enjoy world-class dining, boutique shopping, and vibrant cultural events, all while being surrounded by the natural beauty of Bill Baggs Cape Florida State Park and Crandon Park. With its friendly community atmosphere and an array of amenities, Key Biscayne represents the ideal blend of leisure and luxury.

Discover your dream home with a pool in this idyllic coastal haven, where every day feels like a vacation. Welcome to Key Biscayne—your personal slice of paradise awaits!

Newest Key Biscayne Homes with Pool

$14,990,000
4 Beds 6 Baths A12051668 MLS
Best-priced waterfront residence on Key Biscayne, offering an exceptional 100 feet of water frontage and a true boater's paradise. Tucked away on one of Paradise Island's most private and exclusive streets, this extraordinary residence is where contemporary design meets the serenity and exclusivity of life on the water.Thoughtfully and completely remodeled, including a brand-new roof, the home is bathed in natural light, enhanced by soaring ceilings, and showcases a sophisticated open-concept floor plan designed for both effortless everyday living and exceptional entertaining. Expansive social spaces flow seamlessly to a spectacular outdoor oasis featuring a resort-style pool, generous sun-drenched terraces, and a fully equipped summer kitchen…creating the perfect backdrop for unforgettable gatherings. Designed with both luxury and versatility in mind, the residence offers four spacious ensuite bedrooms, four full bathrooms, a powder room, and a cabana bath. A private office and a dedicated gym provide exceptional flexibility and can easily be transformed into a fifth bedroom, guest suite, media room, or additional living space to suit your family's lifestyle. Situated on a wonderful 14,500 SF lot, this remarkable property offers an extraordinary sense of privacy. Modern, refined, and impeccably appointed, this is more than just a home…it is a private waterfront sanctuary where timeless architecture, elegant interiors, and the beauty of island living come together as one.

161 Cape Florida Drive, Key Biscayne

$18,500,000
4 Beds 5 Baths B26058354 MLS
BRING ALL OFFERS! Exceptional waterfront opportunity in prestigious Key Biscayne. Set on a 15,000 sq. ft. lot with 100 feet of water frontage, this residence offers open-water views, direct Biscayne Bay access, and no fixed bridges to the ocean. Currently undergoing a complete renovation, it will feature modern finishes, impact windows and doors, new systems, spacious living areas, a chef's kitchen, and luxurious bathrooms. Enjoy a private dock, deep-water access, pool, breathtaking sunsets, and an unmatched boating lifestyle in one of South Florida's most desirable communities One of the most compelling waterfront opportunities currently available in all of Key Biscayne. Perfectly positioned on the exclusive and highly coveted Mashta Island, this exceptional property offers approximately 100 feet of prime waterfront, deep-water dockage, direct Biscayne Bay access, and no fixed bridges to the Atlantic Ocean, creating an unparalleled opportunity for boating enthusiasts and yacht owners. Mashta Island has long been recognized as one of South Florida's most prestigious residential enclaves, offering exceptional privacy, quiet tree-lined streets, oversized waterfront estates, and immediate access to the open waters of Biscayne Bay while remaining only minutes from Brickell, Downtown Miami, Coconut Grove, Coral Gables, Miami Beach, and Miami International Airport. Very few neighborhoods offer this combination of island living, security, boating lifestyle, and proximity to the city's financial and cultural centers. The residence is currently on renovation designed to transform the property into a contemporary waterfront estate while preserving the exceptional value of its location and oversized waterfront parcel. This is substantially more than a cosmetic renovation. The project includes major improvements throughout the residence, including redesigned living spaces, upgraded electrical and plumbing systems, new HVAC equipment, impact-resistant windows and doors, premium flooring, modern architectural lighting, designer finishes, and a completely reimagined interior intended to meet today's luxury lifestyle expectations. Upon completion, the home is anticipated to offer spacious entertaining areas, beautifully appointed bedroom suites, bathrooms, an impressive chef's kitchen featuring custom cabinetry, premium appliances, elegant countertops, and thoughtfully designed indoor-outdoor living spaces that maximize the spectacular waterfront setting. The property's exceptional orientation provides beautiful water views and unforgettable sunsets while creating an ideal environment for entertaining, family gatherings, and year-round outdoor living. The expansive backyard offers generous space surrounding the swimming pool together with multiple areas for outdoor dining, lounging, and enjoying the waterfront lifestyle that has made Key Biscayne one of the most desirable residential communities in South Florida. For boating enthusiasts, few properties can offer the combination of oversized waterfront, private dockage, deep-water access, and unrestricted navigation to Biscayne Bay and the Atlantic Ocean without fixed bridges. Whether accommodating a large sport yacht, cruising yacht, center console, or multiple vessels, the waterfront configuration provides flexibility rarely available in today's market. Key Biscayne continues to be recognized as one of South Florida's most exclusive island communities, celebrated for its pristine beaches, excellent schools, private clubs, marinas, tennis facilities, parks, bicycle paths, restaurants, and relaxed coastal lifestyle. Residents enjoy the unique advantage of living within a peaceful island environment while remaining only a short drive from Miami's world-class shopping, fine dining, cultural institutions, private airports, international business centers, and professional sports venues. The supply of premium waterfront homes on Mashta Island remains extremely limited due to the neighborhood's established character and finite number of waterfront parcels. As a result, opportunities to acquire large waterfront lots with substantial dockage and direct ocean access continue to be highly sought after by both domestic and international buyers. The combination of location, waterfront dimensions, boating accessibility, oversized lot, and comprehensive renovation creates a property with exceptional long-term appeal. Showings are strictly by appointment with the Listing Agent.. All measurements, dimensions, lot size, square footage, waterfront frontage, dock dimensions, room sizes, zoning, taxes, permits, specifications, plans, renderings, and property information are believed to be accurate but are not guaranteed and should be independently verified by Buyer. Renderings, conceptual plans, floor plans, specifications, and construction updates are available upon request when applicable. This offering represents an extraordinary opportunity to secure one of Key Biscayne's waterfront residences . Whether as a primary residence, seasonal retreat, or long-term investment, this property combines one of South Florida's most desirable locations with an outstanding boating lifestyle and exceptional future value. Bring All Offers.

631 N Mashta Drive, Key Biscayne

$237,000,000
5 Beds 9 Baths A12005335 MLS
485 W Matheson Drive is one of America’s most iconic waterfront estates, representing a rare convergence of presidential history, cinematic legacy, and unparalleled waterfront scale. Set on approximately 2.38 acres with an extraordinary 862’ of direct Biscayne Bay frontage, the property captures sweeping, unobstructed views of the Miami skyline and open bay, offering a level of presence and exclusivity rarely found in South Florida. Once the “Winter White House” of, the estate also achieved cinematic fame as the Frank Lopez residence in Scarface, with original architectural elements still preserved, including the iconic glass elevator. Offers 5BR + gym (can be converted to 6th BR) 7+2BA, and approximately 13,500 SF (per owner) across three levels, featuring soaring 24’+ ceilings, marble floors, and walls of glass framing breathtaking bay views. Expansive living, dining, and kitchen areas open to large terraces, creating seamless indoor-outdoor living ideal for both everyday comfort and grand-scale entertaining. Resort-style grounds include a piano-shaped saltwater pool, cabana bath, lush tropical landscaping, and expansive lawn areas with artfully integrated lighting extending the estate’s experience well beyond sunset. A private marina, formerly a presidential helipad—features rare 3-phase power and dockage for yachts up to 200’, plus over 34,000 SF of submerged land, making this one of Miami’s most significant and irreplaceable waterfront holdings in the world.

485 W Matheson Drive, Key Biscayne

$3,980,000
5 Beds 4 Baths A11986564 MLS
This beautiful villa-style residence in Key Biscayne sits on charming Cranwood Drive, a quiet, residential street lined with mature oak trees near the Village entrance. Home offers 5RB/4BA, including a staff BR with ensuite bath and private entrance. Interior features include classic Cuban tile and parquet hardwood floors, French doors, Thermopane windows, LED lighting, and custom designer millwork. The home presents 3,077 total SF on an elevated 10,007 SF gated lot with wood fence and custom Dade County pine gate. Mature tropical landscaping surrounds the property, and a brick walkway leads to the welcoming fountain entry. Outdoor features include a free-form Bisazza glass pool with 32-ft lap lane and a spacious screened patio lounge with a fountain for a true indoor-outdoor experience. Inside, the spacious living room boasts high ceilings, custom millwork, a wood-burning fireplace, and direct patio lounge access. A private dining area sits next to the gourmet kitchen with a pitched wood-beamed ceiling, large center granite island, top-tier Electrolux, Whirlpool/Profile appliances, plus a breakfast area with a stained-glass window. The private principal suite includes a flexible office/den space, walk-in closet, ensuite bath, and garden access. Three additional bedrooms, including a private guest suite, all overlook lush gardens. This rare offering combines privacy, tropical charm, and exceptional living in one of Key Biscayne’s most desirable locations.

269 Cranwood Drive, Key Biscayne

$19,800,000
4 Beds 9 Baths A11934196 MLS
Enjoying an exceptional 270ft of L-shaped water frontage facing 185-ft-wide Pines Canal and the natural beauty of Bill Baggs Cape Florida State Park, this elegant island-coastal estate is tailored to a boating lifestyle. Offering calm and naturally sheltered harbor, concrete seawall, boat lift, dockside kitchen and side-dock boat storage that preserves unobstructed water views, the property provides a sense of openness, privacy, and tranquility. Clean architectural lines, an internal garden courtyard, and generous covered terraces fill the residence with natural light and create a seamless connection to the surrounding water and landscape. This elevated home offers 4 bedrooms plus staff quarters, 5 bathrooms, and 4 half-baths within 8,240 sqft of living space on a 16,500-sqft lot.Architectural tray ceilings, refined millwork, custom wall paneling, and thoughtfully designed built-ins with abundant storage add depth and craftsmanship while maintaining a light, contemporary coastal aesthetic. Formal living and dining rooms with elegant millwork provide an ideal setting for entertaining. The kitchen is appointed with Calacatta Gold marble countertops, gas cooking, Sub-Zero and Viking appliances, and a butler’s pantry. Additional highlights include 2 family rooms, fitness center with water views, 2 garages accommodating 7+ cars/golf carts, temperature-controlled wine cellar for 1,400+ bottles, elevator, retractable screen doors, generator and saltwater heated pool.

100 Cape Florida Drive, Key Biscayne

$8,500,000
6 Beds 7 Baths A12021891 MLS
A unique architectural masterpiece in the heart of Key Biscayne, this brand-new contemporary residence by Praxis Architecture blends modern tropical luxury with exceptional craftsmanship and bespoke European finishes. Set on an oversized 9,000 SF lot, the residence offers 6 bedrooms, 6 full bathrooms, 1 half bath, and over 4,190 SF of curated living space designed around natural light, privacy, and seamless indoor-outdoor living.Imported Spanish porcelain and ceramic surfaces, Italian-engineered wood flooring, Portuguese interior doors, and refined finishes sourced from the United Kingdom create a warm and sophisticated architectural atmosphere throughout. Custom millwork — including the kitchen, bar, wardrobes, and integrated TV units — was exclusively crafted by a French maison specializing in ultra-luxury bespoke cabinetry.The residence highly designed kitchen is equipped with Wolf, Sub-Zero, and Miele appliances, smart-home automation, and integrated security. Outdoor spaces feature a spectacular 36-foot swimming pool, expansive terraces, summer kitchen, lush private garden patio, and multiple entertaining areas designed for effortless resort-style living.Located moments from tennis courts and the Key Biscayne Yacht Club, beaches, marinas, top-rated schools, and the best of island living, this residence represents one of Key Biscayne’s most thoughtfully designed brand new-construction homes - Expected to be finished in July 2026. Easy to Show!

238 Buttonwood Drive, Key Biscayne

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